cis-p-Mentha-1(7),8-dien-2-ol

Base Information

• Chemical Name: cis-p-Mentha-1(7),8-dien-2-ol
• CAS No.: 13544-59-7
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• DSSTox Substance ID: DTXSID80423894
• Nikkaji Number: J387.683G
• Wikidata: Q82236222
• ChEMBL ID: CHEMBL507840
• Mol file: 13544-59-7.mol

Synonyms:cis-p-Mentha-1(7),8-dien-2-ol;13544-59-7;(1R,5S)-2-methylidene-5-prop-1-en-2-ylcyclohexan-1-ol;CHEMBL507840;SCHEMBL11876152;DTXSID80423894;PNVTXOFNJFHXOK-VHSXEESVSA-N;(2alpha,4beta)-p-Mentha-1(7),8-dien-2-ol;EN300-25329529;(1R,5S)-2-methylidene-5-(prop-1-en-2-yl)cyclohexan-1-ol

Chemical Property of cis-p-Mentha-1(7),8-dien-2-ol

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CCC(=C)C(C1)O
• Isomeric SMILES: CC(=C)[C@H]1CCC(=C)[C@@H](C1)O

Technology Process of cis-p-Mentha-1(7),8-dien-2-ol

There total 20 articles about cis-p-Mentha-1(7),8-dien-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

Limonene oxide (1195-92-2) → 2-methylene-5-(1-methylethenyl)-cyclohexanol (2102-62-7,10374-04-6,13544-59-7,21391-84-4,22626-43-3,66141-67-1,66141-68-2,102917-36-2,35907-10-9)

Guidance literature:

Limonene oxide; With bis(cyclopentadienyl)titanium dichloride; manganese; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

With potassium hydrogensulfate; In tetrahydrofuran;

DOI:10.1016/j.tet.2009.10.038

Reference yield: 61.0%

Beta-pinene (177698-19-0,25719-60-2) → 2-methylene-5-(1-methylethenyl)-cyclohexanol (2102-62-7,10374-04-6,13544-59-7,21391-84-4,22626-43-3,66141-67-1,66141-68-2,102917-36-2,35907-10-9) + 5-(1-Methoxy-1-methyl-ethyl)-2-methylene-cyclohexanol (78304-88-8)

Guidance literature:

With diphenyl diselenide; at 66 - 68 ℃; electrolysis under a constant current 6.7 mA/cm²;

DOI:10.1021/ja00405a064

Reference yield: 18.0%

(-)-limonene oxide (203719-53-3) → (S)-p-mentha-6,8-dien-2-one (2244-16-8,6485-40-1) + (2S,4S)-carveol (7632-16-8,22567-18-6,20307-86-2) + trans-2-methylene-5-isopropylenecyclohexanol (13544-59-7) + 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol (202665-02-9)

Guidance literature:

aluminum oxide; In toluene; at 110 ℃; Further Variations:; Catalysts; Temperatures; Product distribution;

upstream raw materials:

Beta-pinene

S-methyl S-isocarveyl dithiocarbonate

D-limonene

Limonene oxide

Downstream raw materials:

perillol

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